Sybil hates being an empty nester. She tracks her son down in the college locker room and insists on cleaning up while he hits the field. Jake walks in after…
Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…
Working the bar at a Costa Rican resort is Bianca Resa’s dream job, if only for the chances she gets to ogle exotic, wealthy men lounging by the pool. When…
Gentlemen you can keep your diamonds to yourself, the key to Chanel Preston’s heart is through her asshole. That’s right, anal is this girl’s best friend, and if you can…
It’s hard work being an assistant to an influencer. Let’s face it – they can be quite demanding and narcissistic by nature – just part of the package. Well Will…
Keisha has been babysitting for Bill Bailey’s ex wife, so when he goes over to pick up his little ones and finds Keisha there instead, he’s not a happy camper!…
Con artist Tommy (Luna Star) has rich silver fox Werner Lang (Mick Blue) right where she wants him. As she joins him in his room, changes into hot lingerie, and…
Bailey BrookeBailey Brooke is a blonde bombshell with big natural tits who spends an hour talking about her life, her pets, how she started in the industry and everything in…
Iggy Amore has always wanted to be a big porn star, so she takes her audition very seriously. She starts by sitting cross legged on the black couch as if…
Jenna Haze was shooting a documentary about her life as a Pornstar when she heard the news about this big dick in the area. She chose to bring the cameraman…
Petite Mackenzie Moss and her boyfriend, Tyler Nixon, are studying in the library of their college. Blonde Mackenzie’s stepmother, lusty Reagan Foxx, is the librarian at the college and every…
Cute Mary Moody is having a hot shower when she realizes that her bad-girl roommate, Molly Stewart, used all her shampoo again. Next, brown-haired Mary finds that Molly has shrunk…
Pretty nurse Mariko sits at Mr. Umaji’s bedside to ask what might make him feel better, and his wandering hand up the folds of her crisp white uniform gives all…
Payton Preslee is an amazing babe that is taking a fresh yoga class to get her body limbered up. Her yoga instructor has an emergency and has to leave during…
Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….
After Anya and Gina discuss their boring sex lives, they decide that what they both need is to swap boyfriends, and film it to see how each other’s guys actually…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. There’s more than a mouthful, more than…
Takaki Hijiriryo is a beautiful Asian girl with many stylish accessories. For one, she has a prominant eyebrow piercing, and very flashy nails with glitter and rhinestones. She wore her…
Kayla Kayden has opened a new cupcake shop and it’s all the rage with women. Rumor has it that eating her artisanal cupcakes has increased both the quantity and quality…
All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s POV Playground, YOU will get…
From the visionary Writer/Director Joone, come the long awaited and highly anticipated sequel to Digital Playground’s “Pirates”. Superstar Jesse Jane® returns as the irresistible Jules – the seductive pirate hunter…
Ramona is a crazy girl. We got her out in public to fuck, and she did not disappoint. She took on Tommy and Emilio; as they both played musical chairs…
